{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,12]],"date-time":"2026-03-12T22:04:39Z","timestamp":1773353079273,"version":"3.50.1"},"reference-count":26,"publisher":"MDPI AG","issue":"2","license":[{"start":{"date-parts":[[2021,2,7]],"date-time":"2021-02-07T00:00:00Z","timestamp":1612656000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100012309","name":"Royal Golden Jubilee (RGJ) Ph.D. Programme","doi-asserted-by":"publisher","award":["PHD\/0206\/2549"],"award-info":[{"award-number":["PHD\/0206\/2549"]}],"id":[{"id":"10.13039\/501100012309","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Marine Drugs"],"abstract":"<jats:p>Two new fluorescent pteridine alkaloids, tedaniophorbasins A (1) and B (2), together with the known alkaloid N-methyltryptamine, were isolated, through application of mass directed purification, from the sponge Tedaniophorbas ceratosis collected from northern New South Wales, Australia. The structures of tedaniophorbasins A and B were deduced from the analysis of 1D\/2D NMR and MS data and through application of 13C NMR DFT calculations. Tedaniophorbasin A possesses a novel 2-imino-1,3-dimethyl-2,3,7,8-tetrahydro-1H-[1,4]thiazino[3,2-g]pteridin-4(6H)-one skeleton, while tedaniophorbasin B is its 2-oxo derivative. The compounds show significant Stokes shifts (~14,000 cm\u22121) between excitation and emission wavelengths in their fluorescence spectra. The new compounds were tested for bioactivity against chloroquine-sensitive and chloroquine-resistant strains of the malaria parasite Plasmodium falciparum, breast and pancreatic cancer cell lines, and the protozoan parasite Trypanosoma brucei brucei but were inactive against all targets at 40 \u00b5M.<\/jats:p>","DOI":"10.3390\/md19020095","type":"journal-article","created":{"date-parts":[[2021,2,12]],"date-time":"2021-02-12T23:38:44Z","timestamp":1613173124000},"page":"95","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Tedaniophorbasins A and B\u2014Novel Fluorescent Pteridine Alkaloids Incorporating a Thiomorpholine from the Sponge Tedaniophorbas ceratosis"],"prefix":"10.3390","volume":"19","author":[{"given":"Asadhawut","family":"Hiranrat","sequence":"first","affiliation":[{"name":"School of Environment and Science, Griffith University, Gold Coast, QLD 4222, Australia"},{"name":"Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand"},{"name":"Natural Products Research Center, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2498-6084","authenticated-orcid":false,"given":"Darren C.","family":"Holland","sequence":"additional","affiliation":[{"name":"School of Environment and Science, Griffith University, Gold Coast, QLD 4222, Australia"},{"name":"Griffith Institute for Drug Discovery Institute, Griffith University, Brisbane, QLD 4111, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wilawan","family":"Mahabusarakam","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand"},{"name":"Natural Products Research Center, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1722-5954","authenticated-orcid":false,"given":"John N. A.","family":"Hooper","sequence":"additional","affiliation":[{"name":"Griffith Institute for Drug Discovery Institute, Griffith University, Brisbane, QLD 4111, Australia"},{"name":"Queensland Centre for Biodiversity, Queensland Museum, South Brisbane, QLD 4101, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4914-2299","authenticated-orcid":false,"given":"Vicky M.","family":"Avery","sequence":"additional","affiliation":[{"name":"Griffith Institute for Drug Discovery Institute, Griffith University, Brisbane, QLD 4111, Australia"},{"name":"Discovery Biology, Griffith University, Nathan, QLD 4111, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7695-8301","authenticated-orcid":false,"given":"Anthony R.","family":"Carroll","sequence":"additional","affiliation":[{"name":"School of Environment and Science, Griffith University, Gold Coast, QLD 4222, Australia"},{"name":"Griffith Institute for Drug Discovery Institute, Griffith University, Brisbane, QLD 4111, Australia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,2,7]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"218","DOI":"10.1021\/ci0200467","article-title":"Property distributions: Differences between drugs, natural products, and molecules from combinatorial chemistry","volume":"43","author":"Feher","year":"2003","journal-title":"J. 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